A2010

N_α-Acetyl-L-lysine

Name: <I>N</I><SUB>α</SUB>-Acetyl-<SC>L</SC>-lysine
Brand: SIGMA

≥98% (TLC), suitable for ligand binding assays

Synonyme(s) :

N²-acetyl-L-lysine

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About This Item

Formule linéaire :

H₂N(CH₂)₄CH(NHCOCH₃)CO₂H

Numéro CAS:

1946-82-3

Poids moléculaire :

188.22

UNSPSC Code:

12352209

eCl@ss:

32160406

PubChem Substance ID:

24890614

NACRES:

NA.26

EC Number:

217-747-5

MDL number:

MFCD00008233

Nom du produit

N_α-Acetyl-L-lysine,

SMILES string

CC(=O)N[C@@H](CCCCN)C(O)=O

InChI

1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1

InChI key

VEYYWZRYIYDQJM-ZETCQYMHSA-N

assay

≥98% (TLC)

form

powder

technique(s)

ligand binding assay: suitable

color

colorless to white

mp

256-258 °C (dec.) (lit.)

storage temp.

−20°C

Quality Level

200

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Catégories apparentées

Amino Acids

Biochemicals

Cell Culture Supplements & Reagents

Chemistry & Biochemicals

Application

N_α-Acetyl-L-lysine has been used as a substrate for lysyl oxidase for synthesis of authentic α-aminoadipic semialdehyde (AAS)-p-aminobenzoic acid (ABA). It may be used in the synthesis of amino acid adducts of 4,4′-Methylenediphenyl diisocyanate (MDI).

Biochem/physiol Actions

Nα-Acetyl-L-lysine is a biologically available N-terminal capped form of the proteinogenic α amino acid L-lysine. Nα-Acetyl-L-lysine is a substrate used to study and characterize lysyl oxidase(s).

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

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Unexpected implications of STAT3 acetylation revealed by genetic encoding of acetyl-lysine.

Yael Belo et al.

Biochimica et biophysica acta. General subjects, 1863(9), 1343-1350 (2019-06-07)

The signal transducer and activator of transcription 3 (STAT3) protein is activated by phosphorylation of a specific tyrosine residue (Tyr705) in response to various extracellular signals. STAT3 activity was also found to be regulated by acetylation of Lys685. However, the

Acetylation of lysine 182 inhibits the ability of Mycobacterium tuberculosis DosR to bind DNA and regulate gene expression during hypoxia.

Jing Bi et al.

Emerging microbes & infections, 7(1), 108-108 (2018-06-15)

The DosR regulon is believed to be a key factor in latency adaptation of Mycobacterium tuberculosis and is strongly induced by multiple stresses, including hypoxia. Previous studies have revealed reversible acetylation of the conserved core DNA-binding lysine residue 182 (K182)

Bromodomain protein Brd3 promotes Ifnb1 transcription via enhancing IRF3/p300 complex formation and recruitment to Ifnb1 promoter in macrophages.

Wenhui Ren et al.

Scientific reports, 7, 39986-39986 (2017-01-04)

As members of bromodomain and extra-terminal motif protein family, bromodomain-containing proteins regulate a wide range of biological processes including protein scaffolding, mitosis, cell cycle progression and transcriptional regulation. The function of these bromodomain proteins (Brds) in innate immune response has

Crystal structure of the human BRD2 bromodomain: insights into dimerization and recognition of acetylated histone H4.

Yoshihiro Nakamura et al.

The Journal of biological chemistry, 282(6), 4193-4201 (2006-12-07)

The BET (bromodomains and extra terminal domain) family proteins recognize acetylated chromatin through their bromodomain and act as transcriptional activators. One of the BET proteins, BRD2, associates with the transcription factor E2F, the mediator components CDK8 and TRAP220, and RNA

A method for genetically installing site-specific acetylation in recombinant histones defines the effects of H3 K56 acetylation.

Heinz Neumann et al.

Molecular cell, 36(1), 153-163 (2009-10-13)

Lysine acetylation of histones defines the epigenetic status of human embryonic stem cells and orchestrates DNA replication, chromosome condensation, transcription, telomeric silencing, and DNA repair. A detailed mechanistic explanation of these phenomena is impeded by the limited availability of homogeneously

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